EP0508660B1 - Préparation de difluorométhane - Google Patents

Préparation de difluorométhane Download PDF

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Publication number
EP0508660B1
EP0508660B1 EP92302785A EP92302785A EP0508660B1 EP 0508660 B1 EP0508660 B1 EP 0508660B1 EP 92302785 A EP92302785 A EP 92302785A EP 92302785 A EP92302785 A EP 92302785A EP 0508660 B1 EP0508660 B1 EP 0508660B1
Authority
EP
European Patent Office
Prior art keywords
catalyst
palladium
difluoromethane
active carbon
hydrogen
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP92302785A
Other languages
German (de)
English (en)
Other versions
EP0508660A1 (fr
EP0508660B2 (fr
Inventor
Geoffrey James Moore
Jenny O'kell
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
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Application filed by Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Publication of EP0508660A1 publication Critical patent/EP0508660A1/fr
Application granted granted Critical
Publication of EP0508660B1 publication Critical patent/EP0508660B1/fr
Publication of EP0508660B2 publication Critical patent/EP0508660B2/fr
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/23—Preparation of halogenated hydrocarbons by dehalogenation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/38—Separation; Purification; Stabilisation; Use of additives
    • C07C17/389—Separation; Purification; Stabilisation; Use of additives by adsorption on solids
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/582—Recycling of unreacted starting or intermediate materials

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Physical Or Chemical Processes And Apparatus (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Claims (16)

1. Procédé de production de difluorométhane qui comprend la réaction d'un composé de formule XYCF2, dans lequel X et Y sont chacun H, CI ou Br, mais au moins un des X et Y est un atome autre que l'hydrogène, avec de l'hydrogène à température élevée, en présence d'un catalyseur d'hydrogénation.
2. Procédé suivant la revendication 1, dans lequel le composé de formule XYCF2 est le chlorodifluoromé- thane.
3. Procédé suivant la revendication 1 ou 2, qui comprend l'alimentation d'un courant comprenant le composé de formule XYCF2 et de l'hydrogène au travers d'un récipient contenant le catalyseur.
4. Procédé suivant l'une quelconque des revendications 1 à 3, dans lequel la température, la pression et la composition du catalyseur sont choisies, de sorte que le difluorométhane est produit avec un rendement d'au moins 20%.
5. Procédé suivant la revendication 4, dans lequel le rendement est d'au moins 30%.
6. Procédé suivant l'une quelconque des revendications 1 à 5, dans lequel le catalyseur comprend du palladium porté sur un support de carbone actif.
7. Procédé suivant la revendication 6, dans lequel la charge de palladium sur le support se situe dans l'intervalle de 8% à 15% en poids.
8. Procédé suivant la revendication 6 ou 7, dans lequel le carbone actif utilisé est tel, qu'à une température de 250 ° C, à pression atmosphérique et avec une charge de palladium de 10% p/p, le rendement en difluorométhane est d'au moins 50%.
9. Procédé suivant l'une quelconque des revendications 6 à 8, dans lequel le catalyseur comprend un ou plusieurs métaux en plus du palladium, portés sur un support de carbone actif.
10. Procédé suivant la revendication 9, dans lequel le catalyseur comprend un métal du groupe Vllla, en plus du palladium.
11. Procédé suivant la revendication 10, dans lequel le catalyseur comprend du palladium et du nickel portés sur un support de carbone actif.
12. Procédé suivant la revendication 11, dans lequel la proportion en poids de palladium et de nickel dans le catalyseur se situe dans l'intervalle de 2:1 à 500:1.
13. Procédé suivant l'une quelconque des revendications 1 à 12, dans lequel la proportion molaire d'hydrogène au composé de formule XYCF2 se situe dans l'intervalle de 1:1 à 4:1.
14. Procédé suivant l'une quelconque des revendications 1 à 13, dans lequel la pression se situe dans l'intervalle de 2 bars à 60 bars.
15. Procédé suivant l'une quelconque des revendications 1 à 14, dans lequel la température se situe dans l'intervalle de 225 ° C à 400 ° C.
16. Procédé suivant l'une quelconque des revendications 1 à 15, dans lequel le courant produit de difluorométhane impur est mis en contact avec un carbone actif pour éliminer les impuretés contenant du chlore.
EP92302785A 1991-04-11 1992-03-30 Préparation de difluorométhane Expired - Lifetime EP0508660B2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB9107677 1991-04-11
GB919107677A GB9107677D0 (en) 1991-04-11 1991-04-11 Chemical process

Publications (3)

Publication Number Publication Date
EP0508660A1 EP0508660A1 (fr) 1992-10-14
EP0508660B1 true EP0508660B1 (fr) 1995-04-26
EP0508660B2 EP0508660B2 (fr) 1998-09-23

Family

ID=10693066

Family Applications (1)

Application Number Title Priority Date Filing Date
EP92302785A Expired - Lifetime EP0508660B2 (fr) 1991-04-11 1992-03-30 Préparation de difluorométhane

Country Status (10)

Country Link
US (1) US5877360A (fr)
EP (1) EP0508660B2 (fr)
JP (1) JPH05279275A (fr)
AT (1) ATE121716T1 (fr)
CA (1) CA2065108A1 (fr)
DE (1) DE69202192T3 (fr)
DK (1) DK0508660T4 (fr)
ES (1) ES2071432T5 (fr)
GB (2) GB9107677D0 (fr)
GR (1) GR3015933T3 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6844474B1 (en) 1995-09-20 2005-01-18 Allied Signal Inc. Process for the production of difluoromethane

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0669304B1 (fr) * 1992-11-11 1998-04-29 Daikin Industries, Limited Procede pour la production de difluoromethane
US5817896A (en) * 1993-03-26 1998-10-06 The University Court Of The University Of Dundee Catalytic method of replacing halogen in halocarbons
GB9306334D0 (en) * 1993-03-26 1993-05-19 Univ Dundee Catalyst
US6274781B1 (en) 1993-11-01 2001-08-14 E. I. Du Pont De Nemours And Company Production of dihalomethanes containing fluorine and azeotropes of dihalomethanes containing chlorine with HF
BE1007822A5 (fr) * 1993-12-10 1995-10-31 Solvay Support pour un catalyseur d'hydrogenation, systeme catalytique comprenant ce support et procede d'hydrodechloration d'hydrocarbures chlorofluores.
WO1995024369A1 (fr) * 1994-03-11 1995-09-14 E.I. Du Pont De Nemours And Company Procede de conversion de chlorodifluoromethane et ou de dichlorodifluoromethane
NL9401574A (nl) * 1994-09-27 1996-05-01 Univ Delft Tech Difluormethaanbereiding.
FR2730729B1 (fr) * 1995-02-17 1997-04-30 Atochem Elf Sa Procede de coproduction de difluoromethane et de 1,1,1,2-tetrafluoroethane
FR2736050B1 (fr) 1995-06-29 1997-08-01 Atochem Elf Sa Procede de fabrication du difluoromethane
GB9600430D0 (en) * 1996-01-10 1996-03-13 Ici Plc Hydrogenation catalyst and process
US6624109B2 (en) 2001-10-23 2003-09-23 Council Of Scientific And Industrial Research Process for the synthesis of highly active modified carbon supported palladium catalyst
EP1308206A1 (fr) * 2001-10-29 2003-05-07 Council of Scientific and Industrial Research Procédé pour la préparation d'un catalyseur sur un support de carbone contenant du palladium et modifié par de l'aluminium
US6706658B2 (en) * 2001-12-21 2004-03-16 Engelhard Corporation Catalyst for purification of aromatic acids
US7026521B1 (en) 2005-03-28 2006-04-11 Honeywell International Inc. Methane and methyl chloride as selective reducing agent in the transformation of hydrochlorofluorocarbons or chlorofluorocarbons to hydrofluorocarbons
CN101801906A (zh) 2007-08-16 2010-08-11 索尔维公司 制备4-氟取代的3-氧代-烷酸酯的方法
WO2012000853A1 (fr) * 2010-07-01 2012-01-05 Solvay Solexis S.P.A. Procédé de synthèse de trifluoroéthylène
KR101287974B1 (ko) * 2011-07-07 2013-07-23 한국과학기술연구원 클로로디플루오로메탄으로부터 수첨탈염소반응을 통한 고수율의 디플루오로메탄의 제조방법
EP3241878B2 (fr) * 2014-09-25 2023-12-20 Daikin Industries, Ltd. Composition comprenant hfc et hfo

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA670338A (en) * 1963-09-10 Olstowski Franciszek Preparation of fluoroform
DE1206424B (de) * 1964-05-27 1965-12-09 Hoechst Ag Verfahren zum Abtrennen von Difluormethan aus Gemischen von Difluormethan und Tetrafluoraethylen
EP0347830B1 (fr) * 1988-06-21 1994-01-26 Asahi Glass Company Ltd. Procédé pour la fabrication d'éthane-1,1,1,2-tétrafluoro
GB8828544D0 (en) * 1988-12-07 1989-01-11 Ici Plc Chemical process
AU633295B2 (en) * 1989-02-03 1993-01-28 E.I. Du Pont De Nemours And Company Improved hydrogenolysis/dehydrohalogenation process

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6844474B1 (en) 1995-09-20 2005-01-18 Allied Signal Inc. Process for the production of difluoromethane

Also Published As

Publication number Publication date
GR3015933T3 (en) 1995-07-31
DE69202192T2 (de) 1995-08-31
EP0508660A1 (fr) 1992-10-14
JPH05279275A (ja) 1993-10-26
GB9206872D0 (en) 1992-05-13
ATE121716T1 (de) 1995-05-15
US5877360A (en) 1999-03-02
EP0508660B2 (fr) 1998-09-23
ES2071432T5 (es) 1998-11-16
DK0508660T3 (da) 1995-07-10
CA2065108A1 (fr) 1992-10-12
DE69202192T3 (de) 1999-04-29
DK0508660T4 (da) 1999-06-14
GB9107677D0 (en) 1991-05-29
ES2071432T3 (es) 1995-06-16
DE69202192D1 (de) 1995-06-01

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